US2776909A - Dry-cleaning and brightening of textiles - Google Patents
Dry-cleaning and brightening of textiles Download PDFInfo
- Publication number
- US2776909A US2776909A US321289A US32128952A US2776909A US 2776909 A US2776909 A US 2776909A US 321289 A US321289 A US 321289A US 32128952 A US32128952 A US 32128952A US 2776909 A US2776909 A US 2776909A
- Authority
- US
- United States
- Prior art keywords
- dry
- cleaning
- brightening
- formula
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000005108 dry cleaning Methods 0.000 title claims description 17
- 238000005282 brightening Methods 0.000 title claims description 13
- 239000004753 textile Substances 0.000 title claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 15
- 239000000463 material Substances 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 3
- 239000004744 fabric Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 239000004677 Nylon Substances 0.000 description 4
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 4
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N benzo-alpha-pyrone Natural products C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229920001778 nylon Polymers 0.000 description 4
- LKJDPYZBJFUZNS-UHFFFAOYSA-N 4-methyl-7-(methylamino)chromen-2-one Chemical compound CC1=CC(=O)OC2=CC(NC)=CC=C21 LKJDPYZBJFUZNS-UHFFFAOYSA-N 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 235000001671 coumarin Nutrition 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000010025 steaming Methods 0.000 description 3
- RXLBHVBJFQQYLI-UHFFFAOYSA-N 7-(diethylamino)-3,4-dimethylchromen-2-one Chemical compound CC1=C(C)C(=O)OC2=CC(N(CC)CC)=CC=C21 RXLBHVBJFQQYLI-UHFFFAOYSA-N 0.000 description 2
- GZEYLLPOQRZUDF-UHFFFAOYSA-N 7-(dimethylamino)-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(N(C)C)=CC=C21 GZEYLLPOQRZUDF-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229960000956 coumarin Drugs 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- OTNIKUTWXUODJZ-UHFFFAOYSA-N 7-(ethylamino)-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(NCC)=CC=C21 OTNIKUTWXUODJZ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- ILKXMXKNQBDGCJ-UHFFFAOYSA-N C(C)NC=1C(OC2=CC=CC=C2C1C)=O Chemical compound C(C)NC=1C(OC2=CC=CC=C2C1C)=O ILKXMXKNQBDGCJ-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- AFYCEAFSNDLKSX-UHFFFAOYSA-N coumarin 460 Chemical compound CC1=CC(=O)OC2=CC(N(CC)CC)=CC=C21 AFYCEAFSNDLKSX-UHFFFAOYSA-N 0.000 description 1
- 150000004775 coumarins Chemical class 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
- D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/614—Optical bleaching or brightening in aqueous solvents
Definitions
- the present invention relates to dry-cleaning compo: sitions and to materials treated therewith.
- the new dry-cleaning compositions of the present application consist essentially of solutions containing a small quantity of a compound which corresponds to the formula wherein each of X1, X2, Y1 and Y2 stands for hydrogen or lower alkyl (e. g. methyl, ethyl, propyl,-butyl, etc.).
- Compounds which correspond to this formula are, for example, 7-monomethylamino4-methylcoumarin, 7-dimethylamino 4 methylcoumarin, 7 monoethylamino- 4 methylcoumarin, 7 diethylamino 3,4 dimethylcoumarin, 7-diethylamino-4-methyl-coumarin, etc.
- salts thereof which are soluble in organic solvents, with acids, as for example the organic acids such as formic acid, lauric acid, stearic acid, benzoic acid, etc.
- Solvents employed for preparing the dry-cleaning compositions of the present invention are those volatile waterimmiscible organic solvents which are conventionally used in dry-cleaning.
- the solvent is a volatile chlorinated hydrocarbon such as for example trichlorethylene, tetrachlorethylene and carbon tetrachloride or Stoddard solvent.
- the solution contains from 0.03 to 0.3% by weight of compound I.
- the solution may also contain oil-soluble soaps or compounds having a similar action, in addition to the aforesaid ingredient I.
- An advantage of the present invention compared with the hitherto known processes of optical brightening is that by treatment with a dry-cleaning composition according to the invention, a combined dry-cleaning and optical brightening is achieved.
- the material which is simultaneously to be dry-cleaned and brightened is immersed in a solution, as aforedescribed, of the compound I or a salt thereof which is soluble in organic solvents, and the impregnated material is then centrifuged or wrung out or dried. The material is then subjected to an after-steaming treatment, whereby the brightening effect is greatly enhanced.
- ExampleZ A mixed fabric of wool with nylon effect threads is treated in a bath of 1:10 of benzine which contains, per liter, 1 grain of 7-dimethylamino-4-methylcoumarin, the latter compound being introduced in the form of a 10% by weight solution in trichloroethylene.
- the fabric is manipulated in the bath for a short time, the excess of solvent is removed by centrifuging and the material, after recovery of the solvent, steamed. Both the wool and nylon effect threads are markedly brightened.
- Example3 A silk fabric, which is printed in colors on a White background, is subjected to dry cleaning in a bath (1:10) containing 1 gram of 7-mcnoethylamino-4-methylcoumarin per liter of tetrachlorethane. After recovery of the solvent and steaming of the fabric, the white background is beautifully brightened and the colored printed portions are imparted a purity of shade and brilliance. The amount of the brightening compound applied may vary according to the desired effect in large extent.
- the method of dry-cleaning and optically brightening textile material which comprises subjecting the said material to the dry-cleaning action of a composition consisting essentially of a volatile chlorinated hydrocarbon water-immiscible organic solvent, and 0.03 to 0.3% by weight of a member selected from the group consisting of compounds of the formula Yr I wherein each of X1, X2, Y1 and Y2 stands for a member selected from the group consisting of hydrogen and lower alkyl, and salts thereof with organic monocarboxylic acids, dissolved therein, and then subjecting the thustreated material to an after-steaming operation.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Coloring (AREA)
- Detergent Compositions (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH689708X | 1949-10-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2776909A true US2776909A (en) | 1957-01-08 |
Family
ID=4529135
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US321289A Expired - Lifetime US2776909A (en) | 1949-10-05 | 1952-11-18 | Dry-cleaning and brightening of textiles |
Country Status (6)
Country | Link |
---|---|
US (1) | US2776909A (en)) |
BE (1) | BE498447A (en)) |
CH (1) | CH277956A (en)) |
DE (1) | DE904646C (en)) |
FR (1) | FR1025467A (en)) |
GB (1) | GB689708A (en)) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2878138A (en) * | 1955-09-28 | 1959-03-17 | Bayer Ag | Method of brightening material |
US2998326A (en) * | 1956-04-04 | 1961-08-29 | Nat Starch Products Inc | Cleaning and sizing of fabrics |
US4028550A (en) * | 1975-12-22 | 1977-06-07 | E. I. Du Pont De Nemours And Company | X-ray screens |
EP0091261A3 (en) * | 1982-04-02 | 1984-04-18 | Hollygrange Limited | Dry cleaning process |
WO2002050365A1 (en) * | 2000-12-20 | 2002-06-27 | Unilever N.V. | Fabric cleaning system |
WO2002050364A1 (en) * | 2000-12-20 | 2002-06-27 | Unilever N.V. | Fabric cleaning system |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1275983B (de) * | 1956-08-30 | 1968-08-29 | Basf Ag | Optische Aufheller |
DE1205941B (de) * | 1959-01-16 | 1965-12-02 | Bayer Ag | Optische Aufhellungsmittel |
CH648789A5 (de) * | 1980-10-03 | 1985-04-15 | Schweizerische Seidengaze | Verfahren zur verkuerzung der belichtungszeit bei der photochemischen musteruebertragung auf lichtempfindliche schichten. |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2180508A (en) * | 1934-06-20 | 1939-11-21 | Fraine De | Method and material for marking laundered articles |
US2247259A (en) * | 1939-03-28 | 1941-06-24 | Foster D Snell Inc | Method and composition for marking articles |
US2333329A (en) * | 1941-04-07 | 1943-11-02 | Nat Marking Mach Co | Ink and method of marking dry cleaned articles therewith |
US2341009A (en) * | 1936-03-19 | 1944-02-08 | Richards Chemical Works | Method of improving brightness of fibrous materials |
US2610152A (en) * | 1946-06-14 | 1952-09-09 | Ciba Ltd | Detergent compositions containing amino-coumarins |
-
0
- BE BE498447D patent/BE498447A/xx unknown
-
1949
- 1949-10-05 CH CH277956D patent/CH277956A/de unknown
-
1950
- 1950-10-03 GB GB24145/50A patent/GB689708A/en not_active Expired
- 1950-10-04 DE DES20453A patent/DE904646C/de not_active Expired
- 1950-10-04 FR FR1025467D patent/FR1025467A/fr not_active Expired
-
1952
- 1952-11-18 US US321289A patent/US2776909A/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2180508A (en) * | 1934-06-20 | 1939-11-21 | Fraine De | Method and material for marking laundered articles |
US2341009A (en) * | 1936-03-19 | 1944-02-08 | Richards Chemical Works | Method of improving brightness of fibrous materials |
US2247259A (en) * | 1939-03-28 | 1941-06-24 | Foster D Snell Inc | Method and composition for marking articles |
US2333329A (en) * | 1941-04-07 | 1943-11-02 | Nat Marking Mach Co | Ink and method of marking dry cleaned articles therewith |
US2610152A (en) * | 1946-06-14 | 1952-09-09 | Ciba Ltd | Detergent compositions containing amino-coumarins |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2878138A (en) * | 1955-09-28 | 1959-03-17 | Bayer Ag | Method of brightening material |
US2998326A (en) * | 1956-04-04 | 1961-08-29 | Nat Starch Products Inc | Cleaning and sizing of fabrics |
US4028550A (en) * | 1975-12-22 | 1977-06-07 | E. I. Du Pont De Nemours And Company | X-ray screens |
EP0091261A3 (en) * | 1982-04-02 | 1984-04-18 | Hollygrange Limited | Dry cleaning process |
WO2002050365A1 (en) * | 2000-12-20 | 2002-06-27 | Unilever N.V. | Fabric cleaning system |
WO2002050364A1 (en) * | 2000-12-20 | 2002-06-27 | Unilever N.V. | Fabric cleaning system |
Also Published As
Publication number | Publication date |
---|---|
CH277956A (de) | 1951-09-30 |
GB689708A (en) | 1953-04-01 |
DE904646C (de) | 1954-02-22 |
FR1025467A (fr) | 1953-04-15 |
BE498447A (en)) |
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